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WO2006040251A1 - Procede de preparation d'un polyol pipa - Google Patents

Procede de preparation d'un polyol pipa Download PDF

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Publication number
WO2006040251A1
WO2006040251A1 PCT/EP2005/054763 EP2005054763W WO2006040251A1 WO 2006040251 A1 WO2006040251 A1 WO 2006040251A1 EP 2005054763 W EP2005054763 W EP 2005054763W WO 2006040251 A1 WO2006040251 A1 WO 2006040251A1
Authority
WO
WIPO (PCT)
Prior art keywords
polyol
equivalent weight
weight
temperature
particulate material
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP2005/054763
Other languages
English (en)
Inventor
Gabriel Albert Verhelst
Jianming Yu
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Huntsman International LLC
Original Assignee
Huntsman International LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to BRPI0516579-2A priority Critical patent/BRPI0516579A/pt
Priority to DE602005018955T priority patent/DE602005018955D1/de
Priority to KR1020077008475A priority patent/KR101206647B1/ko
Priority to EP05787035A priority patent/EP1809679B1/fr
Priority to AT05787035T priority patent/ATE455137T1/de
Priority to CA2581506A priority patent/CA2581506C/fr
Priority to CN2005800348678A priority patent/CN101039974B/zh
Priority to JP2007536141A priority patent/JP4932727B2/ja
Application filed by Huntsman International LLC filed Critical Huntsman International LLC
Priority to AU2005293677A priority patent/AU2005293677B2/en
Priority to MX2007004334A priority patent/MX2007004334A/es
Publication of WO2006040251A1 publication Critical patent/WO2006040251A1/fr
Priority to US11/786,221 priority patent/US7674853B2/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/409—Dispersions of polymers of C08G in organic compounds having active hydrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds

Definitions

  • the present invention is concerned with a process for preparing PIPA
  • weight compound having a plurality of hydroxyl, primary amine and/or
  • polyether polyols in particular polyether polyols.
  • the PIPA polyol is a dispersion of
  • particulate material in a polyol is used e.g. in making slabstock or
  • PIPA polyol having about 20% by weight of particulate material, which is
  • the PIPA polyol obtained in the example of WO 00/73364 had a solids
  • the T 9 of the particulate material was only 68 0 C and up to 15% by
  • volume of the particles had a particle size of more than 10 ⁇ m.
  • particulate material and a higher volume of the particles having a particle
  • Such a novel PIPA polyol is made by a combination
  • this ratio is 70-100/100 and preferably
  • the temperature may not exceed 15O 0 C;
  • the temperature may not exceed 12O 0 C for
  • the addition time of the polyisocyanate preferably is kept as short as
  • SAN styrene and acrylonitrile
  • the present invention provides for a PIPA polyol with a high T 9 and a high
  • the present invention is concerned with a polyol composition
  • composition this composition having a viscosity of 1500-25000 mPa.s at
  • the particulate material comprising reaction products of a polyol having an average equivalent weight of up to 400 and of diphenylmethane
  • diisocyanate optionally comprising homologues thereof having an
  • polyisocyanates the particulate material having a glass transition
  • Such a glass transition temperature (Tg) is determined by Differential
  • Tg value is recorded at the inflection point of the heat capacity jump.
  • the polyol composition has a glass transition temperature of at
  • the viscosity is measured using a Brookfield Viscometer, model DV-II with
  • particulate material of which at least 95% by volume
  • particle size has a particle size of 10 ⁇ m or less (particle size is measured using a
  • At least 95% by volume has a particle size of 5 ⁇ m or less.
  • content of particulate material is the sum of the amount of polyisocyanate
  • the present invention is concerned with a process for preparing the
  • reaction mixture optionally allowing the reaction mixture to mature for up to 2 hours,
  • the temperature is kept below 15O 0 C, the temperature may be
  • compound 2 is 70-100 and preferably 75-98.
  • polyurethane foam as used herein generally refers to
  • foaming agents predominantly polyols, using foaming agents, and in particular includes
  • compound 1 has an average equivalent weight of 1000-5000 and an average nominal hydroxy functionality of 2-6 (hereinafter referred to as compound 1) and
  • polystyrene resin may be selected from polyols known in the art. More preferably the
  • polyols have an average equivalent weight of 1000-3000 and an average
  • Compound 1 may be selected from polyether polyols, polyester polyols, and
  • polyesteramide polyols polythioether polyols, polycarbonate polyols,
  • polyacetal polyols and polyolefin polyols are polyacetal polyols and polyolefin polyols.
  • Polyether polyols which may be used, include products obtained by the reaction
  • Suitable initiator compounds contain a plurality of active
  • hydrogen atoms and include water, butanediol, ethylene glycol, propylene
  • glycol diethylene glycol, triethylene glycol, dipropylene glycol,
  • cyclic oxides may be used as well.
  • the polyether polyols preferably are those based on propylene oxide (PO)
  • EO ethylene oxide
  • amount of oxyethylene groups in the polyol may vary from 5-90% by weight, preferably 5-50% by weight and most preferably 5-25% by weight
  • the polyols maybe block
  • polyether polyol is a polyoxypropylene polyoxyethylene polyol
  • polymer chains (so-called EO-tipped EO/PO polyols).
  • Polyester polyols which may be used include hydroxyl-terminated reaction
  • cyclohexane dimethanol glycerol, trimethylolpropane, pentaerythritol or
  • polycarboxylic acids especially dicarboxylic acids or their ester-forming
  • esters sebacic acid, phthalic anhydride, tetrachlorophthalic anhydride or
  • polyol or of hydroxy carboxylic acids such as hydroxy caproic acid, may
  • Polyesteramide polyols may be obtained by the inclusion of aminoalcohols
  • Polythioether polyols which may be used include products obtained by
  • dicarboxylic acids formaldehyde, amino-alcohols or aminocarboxylic acids
  • Polycarbonate polyols which may be used include products obtained by
  • diols such as 1 ,3-propanediol, 1 ,4-butanediol, 1 ,6-hexanediol,
  • diphenyl carbonate or with phosgene.
  • Polyacetal polyols which may be used include those prepared by reacting
  • glycols such as diethylene glycol, triethylene glycol or hexanediol with
  • Suitable polyacetals may also be prepared by polymerizing
  • Suitable polyolefin polyols include hydroxy-terminated butadiene homo-
  • polyether polyols or mixtures of polyether polyols are used as aforementioned
  • the polyol having an equivalent weight of up to 400 (hereinafter referred to
  • 'compound 2' preferably has an equivalent weight of up to 200 and
  • alkanolamines low equivalent weight amine-initiated
  • polyether polyols and low equivalent weight hydroxyl-terminated compounds such as ethylene glycol, glycerine, glycol ethers,
  • Suitable alkanolamines are di- and trialkanolamines, particularly those
  • alkanol groups have from 2 to 6, preferably 2 to 3 carbon
  • the most preferred compound is triethanolamine.
  • the polyisocyanate used in making the PIPA polyol may be selected from
  • MDI diphenylmethane diisocyanates
  • the diphenylmethane diisocyanate (MDI) used may be selected from 4,4'-
  • urethane modified MDI obtained by reacting excess MDI and polyol having a molecular weight of at most 1000 and having an NCO content of at least
  • isoycanate functionality of 3 or more are so-called polymeric or crude MDI.
  • the polyisocyanates are made by phosgenation of the polyamine mixtures
  • polysiocyanate compositions can be varied from little more than 2 to 3 or even higher. In practice, however, the average isocyanate functionality
  • crude MDI is at least 30% by weight.
  • the polymeric or crude MDI contain
  • polymeric MDI may be used as well comprising carbodiimide, uretonimine,
  • the amount of polyisocyanate used is such that the number of isocyanate
  • NCO-groups is 70-100% and preferably 75-98% of the hydroxy
  • This maturing step is
  • At least 1O 0 C preferably at least 2O 0 C and most preferably at
  • High shear mixing may be conducted in any known manner.
  • the addition of the polyisocyanate may be conducted batchwise or
  • the addition preferably is not slower than the rate which
  • composition When used the amount of water is 0.1-5% by weight
  • polyol compositions of the present invention are useful in making
  • Arcol TM 1342 ex Bayer (a polyether polyol having a nominal hydroxy
  • the polyol had the following properties; see below Table 2; PIPA polyol 2.
  • Suprasec 2185 is a polymeric MDI obtainable from Huntsman

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

L'invention porte sur un procédé de préparation d'un polyol comprenant un matériau particulaire sous forme dispersée, ce procédé consistant à mettre à réagir un polyisocyanate à base de MDI et un polyol ayant un poids équivalent allant jusqu'à 400 dans une quantité relative de sorte que le nombre de groupes NCO soit compris entre 70 et 100 % du nombre de groupes OH dans le polyol ayant un poids équivalent allant jusqu'à 400, la réaction étant réalisée dans un polyol ayant un poids équivalent égal ou supérieur à 500. Les polyols de cette invention sont également revendiqués.
PCT/EP2005/054763 2004-10-15 2005-09-23 Procede de preparation d'un polyol pipa Ceased WO2006040251A1 (fr)

Priority Applications (11)

Application Number Priority Date Filing Date Title
CN2005800348678A CN101039974B (zh) 2004-10-15 2005-09-23 制备pipa-多元醇的方法
KR1020077008475A KR101206647B1 (ko) 2004-10-15 2005-09-23 Ｐｉｐａ-폴리올의 제조 방법
EP05787035A EP1809679B1 (fr) 2004-10-15 2005-09-23 Procédé pour la préparation d'un polyol pipa.
AT05787035T ATE455137T1 (de) 2004-10-15 2005-09-23 Verfahren zur herstellung eines pipa-polyols
CA2581506A CA2581506C (fr) 2004-10-15 2005-09-23 Procede de preparation d'un polyol pipa
BRPI0516579-2A BRPI0516579A (pt) 2004-10-15 2005-09-23 composição de poliol, e, processo para a preparação da mesma
MX2007004334A MX2007004334A (es) 2004-10-15 2005-09-23 Proceso para fabricar un poliol-pipa.
JP2007536141A JP4932727B2 (ja) 2004-10-15 2005-09-23 Ｐｉｐａポリオールの製造方法
AU2005293677A AU2005293677B2 (en) 2004-10-15 2005-09-23 Process for making a PIPA-polyol
DE602005018955T DE602005018955D1 (de) 2004-10-15 2005-09-23 Verfahren zur herstellung eines pipa-polyols
US11/786,221 US7674853B2 (en) 2004-10-15 2007-04-11 Process for making a PIPA-polyol

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP04105091.5 2004-10-15
EP04105091 2004-10-15

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US11/786,221 Continuation US7674853B2 (en) 2004-10-15 2007-04-11 Process for making a PIPA-polyol

Publications (1)

Publication Number Publication Date
WO2006040251A1 true WO2006040251A1 (fr) 2006-04-20

Family

ID=34929708

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2005/054763 Ceased WO2006040251A1 (fr) 2004-10-15 2005-09-23 Procede de preparation d'un polyol pipa

Country Status (15)

Country Link
US (1) US7674853B2 (fr)
EP (1) EP1809679B1 (fr)
JP (1) JP4932727B2 (fr)
KR (1) KR101206647B1 (fr)
CN (1) CN101039974B (fr)
AT (1) ATE455137T1 (fr)
AU (1) AU2005293677B2 (fr)
BR (1) BRPI0516579A (fr)
CA (1) CA2581506C (fr)
DE (1) DE602005018955D1 (fr)
ES (1) ES2339468T3 (fr)
MX (1) MX2007004334A (fr)
RU (1) RU2386644C2 (fr)
TW (1) TW200621823A (fr)
WO (1) WO2006040251A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1935912A1 (fr) * 2006-12-20 2008-06-25 Bayer MaterialScience AG Procédé destiné à la fabrication de polyols PIPA destinés à la fabrication de mousses souples de polyuréthane hautement élastiques
WO2012154820A1 (fr) * 2011-05-09 2012-11-15 Dow Global Technologies Llc Procédé d'ensemencement pour la fabrication de polyols modifiés par polymère

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20120108690A1 (en) * 2009-07-09 2012-05-03 Bayer Materialscience Ag Method for producing flame-retardant polyurethane foam materials having good long-term use properties
EP2471826A4 (fr) * 2009-10-05 2014-05-07 Asahi Glass Co Ltd Polyol dispersé dans un polymère et procédé de fabrication d'une mousse polyuréthane souple
US8946313B2 (en) 2011-12-16 2015-02-03 Bayer Materialscience Llc Hybrid PHD/PMPO polyols for polyurethane foam applications
MX383418B (es) * 2013-09-13 2025-03-14 Dow Global Technologies Llc Composiciones de poliol tixotrópico que contienen poliisocianuratos modificados con uretano dispersados.

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0418039A2 (fr) * 1989-09-12 1991-03-20 The Dow Chemical Company Dispersions de polyuréthane et/ou de polyurée dans des compositions contenant de l'hydrogène actif, leur procédé de préparation et produits de réaction de ceux-ci avec des polyisocyanates
US5292778A (en) * 1992-11-20 1994-03-08 Woodbridge Foam Corporation Polymer-modified polyol dispersions and processes for production and use thereof
WO2000073364A1 (fr) * 1999-05-31 2000-12-07 Huntsman International Llc Procede de fabrication d'un pipa-polyol

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EP0677543B2 (fr) * 1994-04-12 2006-11-15 Mitsui Chemicals, Inc. Préparation de polyoxyalkylène polyols, de polyols polymériques et mousses de polyuréthane souples
CZ292768B6 (cs) * 1997-03-25 2003-12-17 Huntsman Ici Chemicals Llc. Způsob přípravy flexibilní polyurethanové pěny a prepolymerová nebo semi- nebo kvaziprepolymerová směs
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Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0418039A2 (fr) * 1989-09-12 1991-03-20 The Dow Chemical Company Dispersions de polyuréthane et/ou de polyurée dans des compositions contenant de l'hydrogène actif, leur procédé de préparation et produits de réaction de ceux-ci avec des polyisocyanates
US5292778A (en) * 1992-11-20 1994-03-08 Woodbridge Foam Corporation Polymer-modified polyol dispersions and processes for production and use thereof
WO2000073364A1 (fr) * 1999-05-31 2000-12-07 Huntsman International Llc Procede de fabrication d'un pipa-polyol

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1935912A1 (fr) * 2006-12-20 2008-06-25 Bayer MaterialScience AG Procédé destiné à la fabrication de polyols PIPA destinés à la fabrication de mousses souples de polyuréthane hautement élastiques
WO2012154820A1 (fr) * 2011-05-09 2012-11-15 Dow Global Technologies Llc Procédé d'ensemencement pour la fabrication de polyols modifiés par polymère

Also Published As

Publication number Publication date
ES2339468T3 (es) 2010-05-20
AU2005293677A1 (en) 2006-04-20
EP1809679B1 (fr) 2010-01-13
AU2005293677B2 (en) 2010-09-02
DE602005018955D1 (de) 2010-03-04
US20070265411A1 (en) 2007-11-15
MX2007004334A (es) 2007-05-04
TW200621823A (en) 2006-07-01
EP1809679A1 (fr) 2007-07-25
CN101039974A (zh) 2007-09-19
US7674853B2 (en) 2010-03-09
CN101039974B (zh) 2010-10-27
RU2386644C2 (ru) 2010-04-20
KR101206647B1 (ko) 2012-11-29
JP2008517084A (ja) 2008-05-22
BRPI0516579A (pt) 2008-09-16
KR20070063002A (ko) 2007-06-18
JP4932727B2 (ja) 2012-05-16
ATE455137T1 (de) 2010-01-15
CA2581506C (fr) 2012-09-11
CA2581506A1 (fr) 2006-04-20
RU2007117922A (ru) 2008-11-20

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